After Homer was sent to prison for bribing a government official, he was offered a way out by going undercover for the FBI. He was told by an FBI agent to become part of Fat Tony's gang. Homer was given the new name and a gadget wig.

In prison, he became liked by Louie and Fat Tony as he could stand up to punishment and helped them out. He was busted out of jail with them. He quickly became well liked by Fat Tony as he showed emotion, unlike his other mobsters. He was the told to burn down Moe's in order to become accepted as part of the family.

After Fat Tony found out that he was really a snitch, he suffered a heart attack and died.